Ala(0)-actagardine, a New Lantibiotic from Cultures of Actinoplanes liguriae ATCC 31048

• Published in: Journal of antibiotics Vol. 52; no. 8; pp. 730 - 741
• Main Authors: VÉRIEST, LÁSZLÓ, ARETZ, WERNER, BONNEFOY, ALAIN, EHLERS, EBERHARD, KURZ, MICHAEL, MARKUS, ASTRID, SCHIELL, MATTHIAS, VOGEL, MARTIN, WINK, JOACHIM, KOGLER, HERBERT
• Format: Journal Article
• Language: English
• Published: Tokyo JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 1999; Japan Antibiotics Research Association
• Subjects: actagardine; Actinomycetales - metabolism; Actinoplanes liguriae; Amino Acid Sequence; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antibacterial agents; Antibiotics (antibacterial agents, antifungal agents); Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Applied microbiology; Bacteriocins; Biological and medical sciences; Fermentation; Fundamental and applied biological sciences. Psychology; lantibiotics; Magnetic Resonance Spectroscopy; Medical sciences; Microbial Sensitivity Tests; Microbiology; Molecular Sequence Data; Peptides; Pharmacology. Drug treatments; Structure-Activity Relationship; NMR spectrometry; Fermentation; In vitro; Biological activity; Actinomycetales; Actagardin; Antibiotic; Structure activity relation; Analog; Microorganism culture; Bacteria; Actinomycetes; Actinoplanaceae; Antibacterial agent; Structural analysis
• ISSN: 0021-8820; 1881-1469
• DOI: 10.7164/antibiotics.52.730

The actagardine-producing strain Actinoplanes liguriae ATCC 31048, forms an additional lantibiotic when it is cultured on mannitol and soya meal. The new compound, Ala(O)-actagardine (1), has been isolated by solid-phase extraction followed by a two-step chromatographic separation. The molecular formula of 1 is C84H129N21O25S4 Its chemical structure was determined by 2D-NMR analysis and was further confirmed by an amino acid analysis, Edman degradation, and partial synthesis from actagardine. 1 exhibits a slightly higher biological activity than the parent compound actagardine. The synthetic analogs Lys(0)-actagardine (2) and Ile(0)-actagardine (3) demonstrate also antibacterial activities and emphasize the importance of the N-terminus for further derivatization.